Electrochemical Deoxygenative Silylation of Alcohols

Alcohols are highly common organic compounds but remain scarce as alkyl donors in synthetic procedures. Here, we describe an electrochemical procedure for their deoxygenative cross-electrophile coupling with hydrosilanes, furnishing organosilane products in good to excellent yields. Mechanistic studies provide insights into the operating pathways of this semi-paired electrolytic transformation, suggesting that silyl ethers are likely reaction intermediates. Furthermore, a unified mechanistic proposal is presented that accounts for observed reactivity differences with analogous deoxygenative electrocarboxylation.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2025-08-11
DOI
https://doi.org/10.1002/anie.202508697
Citations
5
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
4.68

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article

Electrochemical Deoxygenative Silylation of Alcohols

Helena Lundberg, Kevin Breitwieser, Malin Lill, Mårten S. G. Ahlquist et al.
5 citations
Angewandte Chemie International Edition
Radical Photochemical Reactions
4.68
article

Electrochemical Deoxygenative Silylation of Alcohols

Helena Lundberg, Kevin Breitwieser, Malin Lill, Mårten S. G. Ahlquist, J.M. White, Piret Villo, Ziwei Fan, Sergio Pérez Morente
article en
5 citations

Abstract

Alcohols are highly common organic compounds but remain scarce as alkyl donors in synthetic procedures. Here, we describe an electrochemical procedure for their deoxygenative cross-electrophile coupling with hydrosilanes, furnishing organosilane products in good to excellent yields. Mechanistic studies provide insights into the operating pathways of this semi-paired electrolytic transformation, suggesting that silyl ethers are likely reaction intermediates. Furthermore, a unified mechanistic proposal is presented that accounts for observed reactivity differences with analogous deoxygenative electrocarboxylation.

Angewandte Chemie International EditionVol. 64(39)
KTH Royal Institute of Technology (SE)
National Science Foundation, Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung, Stiftelsen för Strategisk Forskning, National Science Council, Stiftelsen Olle Engkvist Byggmästare, Vetenskapsrådet, China Scholarship Council, European Research Council, National Supercomputing Center, Korea Institute of Science and Technology Information
Clean water and sanitation
Openalex Percentile: Top 5%
Radical Photochemical Reactions
4.68
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Electrochemical Deoxygenative Silylation of Alcohols — Helena Lundberg, Kevin Breitwieser, et al. · Angewandte Chemie International Edition (2025) | TGRS Research Map | TGRS